Formaldehyde → HCID 20079585, compound

HRID 1654176Notes

Reaction equation

HRID 1654176 reaction equation
[CH:1]1[N:5]=[CH:4][N:3]2[CH2:6][CH2:7][CH2:8][C:2]=12.[CH2:9]=[O:10]>>[OH:10][CH2:9][C:4]1[N:3]2[CH2:6][CH2:7][CH2:8][C:2]2=[CH:1][N:5]=1

Participants

3

Reactant 2

HCID 712Formaldehyde3×HCID 1227505552237-16-8

Product 1

HCID 20079585HCID 20079585, compoundYield 38%

Conditions

Temperature
160 °C

Procedure

A mixture of 6,7-dihydro-5H-pyrrolo[1,2-c]imidazole (7 g) and paraformaldehyde (4 g) was heated at 160° C., to which was added, 20 minutes later, paraformaldehyde (2 g), and, further 20 minutes later, paraformaldehyde (1 g), followed by heating for 45 minutes. The reaction mixture was subjected to a silica gel chromatography (4.0 cm×15 cm), eluting with methanol-methylene chloride (1:9). The object fraction was concentrated. To the concentrate were added ethanol and diethyl ether to give 6,7-dihydro-3-hydroxymethyl-5H-pyrrolo[1,2-c]imidazole (3.4 g) as colorless needles, m.p. 110°-120° C.

Workup

  1. additionwas added, 20 minutes later
  2. temperatureby heating for 45 minutes
  3. washeluting with methanol-methylene chloride (1:9)
  4. concentrationThe object fraction was concentrated
  5. additionTo the concentrate were added ethanol and diethyl ether

Sources & evidence

ORD record
ord-d8780aa1319a45f68341a340bd3aef07
Source dataset
uspto-grants-1995_04
Patent number
US05405861

Reaction notes

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